beta-sitostenone (Q27136596)

Stigmast-4-en-3-one (English)

(8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

7 October 2016

stereoisomer of

1 reference

based on heuristic

inferred from InChI

chemical formula

C₂₉H₄₈O

1 reference

Stigmast-4-en-3-one (English)

7 October 2016

canonical SMILES

CCC(CCC(C)C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)C(C)C

1 reference

Stigmast-4-en-3-one (English)

7 October 2016

isomeric SMILES

CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)C(C)C

1 reference

Constituents of a hexane extract of Phoenix dactylifera

Stigmast-4-en-3-one (English)

7 October 2016

1 reference

Hibiscus cannabinus

1 reference

Chemical composition of the light petroleum extract ofHibiscus cannabinus bark and core

Morinda citrifolia

2 references

Antitubercular constituents from the hexane fraction of Morinda citrifolia Linn. (Rubiaceae).

Antitubercular constituents from the hexane fraction of Morinda citrifolia Linn. (Rubiaceae).

Taiwanofungus camphoratus

1 reference

Anti-inflammatory benzenoids from Antrodia camphorata.

Begonia nantoensis

3 references

Cytotoxic and anti-HIV principles from the rhizomes of Begonia nantoensis

Cytotoxic and anti-HIV Principles from the Rhizomes of Begonia nantoensis.

Cytotoxic and anti-HIV principles from the rhizomes of Begonia nantoensis

Callicarpa pilosissima

3 references

seco-Abietane diterpenoids, a phenylethanoid derivative, and antitubercular constituents from Callicarpa pilosissima

seco-Abietane diterpenoids, a phenylethanoid derivative, and antitubercular constituents from Callicarpa pilosissima

seco-Abietane diterpenoids, a phenylethanoid derivative, and antitubercular constituents from Callicarpa pilosissima

Cinnamomum tenuifolium

1 reference

Cytotoxic compounds from the stems of Cinnamomum tenuifolium.

Croton hieronymi

3 references

A linear sesterterpene, two squalene derivatives and two peptide derivatives from Croton hieronymi

A linear sesterterpene, two squalene derivatives and two peptide derivatives from Croton hieronymi

A linear sesterterpene, two squalene derivatives and two peptide derivatives from Croton hieronymi

Dictamnus albus

3 references

Limonoids and alkaloids of the root bark of Dictamnus angustifolius

Limonoids and alkaloids of the root bark of Dictamnus angustifolius

Limonoids and alkaloids of the root bark of Dictamnus angustifolius

Didymochlaena truncatula

2 references

Cytotoxic and other compounds from Didymochlaena truncatula from the Madagascar rain forest

Cytotoxic and other compounds from Didymochlaena truncatula from the Madagascar rain forest

Garcinia multiflora

3 references

Benzophenone derivatives from the fruits of Garcinia multiflora and their anti-inflammatory activity

Benzophenone derivatives from the fruits of Garcinia multiflora and their anti-inflammatory activity

Benzophenone derivatives from the fruits of Garcinia multiflora and their anti-inflammatory activity

Duhaldea cappa

2 references

Cytotoxic germacranolide sesquiterpene from Inula cappa

Cytotoxic germacranolide sesquiterpene from Inula cappa

Larix kaempferi

3 references

Tetracyclic triterpenes and other constituents from the leaves and bark of Larix kaempferi

Tetracyclic triterpenes and other constituents from the leaves and bark of Larix kaempferi

Tetracyclic triterpenes and other constituents from the leaves and bark of Larix kaempferi

Ligularia dentata

2 references

Constituents of the roots of Ligularia dentata Hara

Constituents of the roots of Ligularia dentata Hara

Machilus zuihoensis

2 references

Steryl epoxide, secobutanolide and butanolides from the stem wood of Machilus zuihoensis

Steryl epoxide, secobutanolide and butanolides from the stem wood of Machilus zuihoensis

Microtropis fokienensis

1 reference

Antitubercular dihydroagarofuranoid sesquiterpenes from the roots of Microtropis fokienensis

Microtropis japonica

1 reference

Dihydroagarofuranoid sesquiterpenes, a lignan derivative, a benzenoid, and antitubercular constituents from the stem of Microtropis japonica

Pseudotsuga sinensis var. sinensis

1 reference

Terpenoids and flavonoids from Pseudotsuga wilsoniana

Quassia amara

1 reference

Indole Alkaloids from Quassia amara

Salvia amplexicaulis

3 references

Cardioactive and antibacterial terpenoids from some Salvia species

Cardioactive Diterpenoids from the Roots ofSalvia amplexicaulis

Cardioactive Diterpenoids from the Roots ofSalvia amplexicaulis

Salvia multicaulis

3 references

Diterpenoids and triterpenoids from Salvia multicaulis

Diterpenoids and triterpenoids from Salvia multicaulis

Diterpenoids and triterpenoids from Salvia multicaulis

Trichilia

1 reference

Meliacin butenolides from Trichilia estipulata

Viscum coloratum

1 reference

The inhibition of superoxide anion generation in human neutrophils by Viscum coloratum

maize

2 references

Chemical constituents of the style of Zea mays L. with glycation inhibitory activity

Chemical constituents of the style of Zea mays L. with glycation inhibitory activity

Aesculus hippocastanum

1 reference

Composition of the sterol fraction in horse chestnut

Allophylus laevigatus

2 references

A new sesquiterpene from the fruits of Allophylus laevigatus

A new sesquiterpene from the fruits of Allophylus laevigatus

Aralia bipinnata

2 references

Lignans from the wood of Aralia bipinnata

Phenylpropanoids from Aralia bipinnata

Aristolochia birostris

1 reference

Physcion and dihydrocarinatin from Aristolochia birostris

Aristolochia mollissima

1 reference

Constituents of the roots and stems of Aristolochia mollissima

Arum italicum

1 reference

Hydroperoxysterols inArum italicum

Betula platyphylla

2 references

Chemical Evaluation of Betula Species in Japan. II. Constituents of Betula platyphylla var. japonica.

Chemical Evaluation of Betula Species in Japan. II. Constituents of Betula platyphylla var. japonica.

Chamaecyparis obtusa

1 reference

Diterpene production by callus of some plants belonging to cupressaceae.

Chamaecyparis pisifera

1 reference

Diterpene production by callus of some plants belonging to cupressaceae.

Malleastrum boivinianum

1 reference

Limonoids from Astrotrichilia voamatata

Cleome africana

1 reference

Dammarane triterpenes from Cleome africana

Cleome amblyocarpa

1 reference

Dammarane triterpenes from Cleome africana

Cryptocarya idenburgensis

2 references

A new type of stilbene-related secondary metabolite, idenburgene, from Cryptocarya idenburgensis

A new type of stilbene-related secondary metabolite, idenburgene, from Cryptocarya idenburgensis

Dendrobium loddigesii

1 reference

Antiplatelet aggregation principles of Dendrobium loddigesii

Diospyros eriantha

2 references

Constituents of the Heartwood of Diospyros Eriantha

Constituents of the Heartwood of Diospyros Eriantha

Diospyros maritima

2 references

Cytotoxic constituents from the stems of Diospyros maritima

Cytotoxic constituents from the stems of Diospyros maritima

Diospyros rhodocalyx

1 reference

Constituents of Diospyros rhodocalyx

Etlingera elatior

2 references

Antioxidative constituents of Etlingera elatior

Antioxidative Constituents of Etlingera elatior

Limonium wrightii

1 reference

Study on chemical constituents of Lycopodium alkaloids

Mallotus repandus

1 reference

D:A friedo-oleanane lactones from the stems of Mallotus repandus

Meiogyne virgata

1 reference

Kinabaline and the aporphinoid biogenesis-of azaanthracene and azafluorene alkaloids☆

Nothapodytes nimmoniana

1 reference

Constituents and cytotoxic principles of Nothapodytes foetida

Friesodielsia velutina

2 references

Alkaloids, flavonoids and phenylpropanoids of the west African plant Oxymitra velutina

Alkaloids, flavonoids and phenylpropanoids of the west African plant Oxymitra velutina

Pellia epiphylla

1 reference

Terpenoid constituents of Pellia epiphylla

Picea obovata

3 references

Extractive substances of the bark of Picea obovata

Extractive substances of the bark of Picea obovata

Extractive substances of the bark of Picea obovata

Pinus sibirica

2 references

Chemical composition of the bark ofPinus sibirica

Chemical composition of the bark ofPinus sibirica

Pogostemon cablin

1 reference

Anti-emetic principles of Pogostemon cablin (Blanco) Benth

Rhinacanthus nasutus

2 references

A quinol and steroids from the leaves and stems of Rhinacanthus nasutus

A quinol and steroids from the leaves and stems of Rhinacanthus nasutus

Robinsonia thurifera

1 reference

Kaurane derivatives from Robinsonia evenia

Salvia nemorosa

2 references

Terpenoids from Salvia nemorosa

Terpenoids from Salvia nemorosa

Salvia staminea

1 reference

Studies on di- and triterpenoids from Salvia staminea with cytotoxic activity

Sindora sumatrana

2 references

Constituents of Sindora sumatrana MIQ. I. Isolation and NMR Spectral Analysis of Sesquiterpenes from the Dried Pods.

Constituents of Sindora sumatrana MIQ. II. Five New Sesquiterpenoids from the Dried Pods.

Sphaerophysa salsula

1 reference

Sterols from the pericarp of Sphaerophysa salsula DC.

Stelletta clarella

1 reference

Novel sterols from the sponge esperiopsis edwardii

Lessertia frutescens

1 reference

In vitro culture studies of Sutherlandia frutescens on human tumor cell lines

Thujopsis dolabrata

1 reference

Diterpene production by callus of some plants belonging to cupressaceae.

Typha latifolia

1 reference

Stigmasterols from Typha latifolia

Urtica dioica

1 reference

Effects of stinging nettle root extracts and their steroidal components on the Na+,K(+)-ATPase of the benign prostatic hyperplasia

Zingiber zerumbet

1 reference

Potentially bioactive two new natural sesquiterpenoids from the rhizomes of Zingiber zerumbet

Prunus africana

3 references

Bioactive constituents in Prunus africana: geographical variation throughout Africa and associations with environmental and genetic parameters.

Characterization of Pygeum africanum bark extracts by HRGC with computer assistance

New constituents of Prunus africana bark extract

Eleutherococcus senticosus

1 reference

Antifatigue activity of the liposoluble fraction from Acanthopanax senticosus

Ailanthus altissima

1 reference

Triterpenoids and Sterones from the Stem Bark of Ailanthus altissima

Annona montana

1 reference

Annoquinone-A, an antimicrobial and cytotoxic principle from Annona montana

Anthocleista djalonensis

1 reference

Monoterpene diol, iridoid glucoside and dibenzo-α-pyrone from Anthocleista djalonensis

Aristolochia zollingeriana

1 reference

Sodium Aristolochates from the Flowers and Fruits ofAristolochia zollingeriana

Phallusia nigra

1 reference

Minor sterols of marine invertebrates 37. Isolation of novel coprostanols and 4 alpha-methyl sterols from the tunicate Ascidia nigra

Plenckia populnea

1 reference

Friedelane and oleanane triterpenoids from bark wood ofAustroplenckia populnea

Beilschmiedia tsangii

1 reference

New cytotoxic tetrahydrofuran- and dihydrofuran-type lignans from the stem of Beilschmiedia tsangii

Cecropia pachystachya

1 reference

Zur Struktur der Inhaltsstoffe von Cecropia adenopus Martius, 3. Mitt.

Conium maculatum

1 reference

Steroids from Poison Hemlock (Conium maculatum L.): A GC-MS analysis

Croton lechleri

1 reference

Diterpenes from Croton lechleri

Cymodocea nodosa

1 reference

3-Keto steroids from the marine organisms Dendrophyllia cornigera and Cymodocea nodosa

Cynoglossum gansuense

1 reference

Chemical Constituents fromCynoglossum gansuense

Corymbia citriodora

1 reference

The Chemical Constituents from the Heartwood ofEucalyptus Citriodora

Harrisonia abyssinica

1 reference

Steroids from Harrisonia abyssinica

Juniperus brevifolia

1 reference

Diterpene constituents of leaves from Juniperus brevifolia

Laggera alata

1 reference

Eudesmane derivatives and other sesquiterpenes from Laggera alata

Neolitsea aciculata

1 reference

Four 4α-methylsterols and triterpene alcohols from Neolitsea aciculata

Magnolia biondii

1 reference

Scopoletin from the flower buds of Magnolia fargesii inhibits protein glycation, aldose reductase, and cataractogenesis Ex Vivo

Magnolia kachirachirai

1 reference

Secondary Metabolites from Magnolia kachirachirai

Melia azedarach

1 reference

Über einige Inhaltsstoffe der Früchte und Wurzel von Melia azedarach L.

Muntingia calabura

1 reference

Flavones and Cytotoxic Constituents from the Stem Bark of Muntingia Calabura

Murraya koenigii

1 reference

A benzoisofuranone derivative and carbazole alkaloids from Murraya koenigii and their antimicrobial activity

Myriactis humilis

1 reference

Cytotoxic chromenes from Myriactis humilis

Nelumbo nucifera

1 reference

Chemical constituents from the leaves of Nelumbo nucifera Gaertn. cv. Rosa-plena

Oreocnide frutescens

1 reference

A new natural azulene-type pigment from Oreocnide frutescens

Phyllanthus oxyphyllus

1 reference

A novel 29-nor-3,4-seco-friedelane triterpene and a new guaiane sesquiterpene from the roots of Phyllanthus oxyphyllus

Pilocarpus grandiflorus

1 reference

A New Imidazole Alkaloid and Other Constituents from Pilocarpus grandiflorus and their Antifungal Activity

Pinus radiata

1 reference

Neutral Extractives From Pinus radiata Bark

Piper kwashoense

1 reference

Lignans, an amide and anti-platelet activities from Piper philippinum

Piper philippinum

1 reference

Lignans, an amide and anti-platelet activities from Piper philippinum

Portulaca oleracea

1 reference

Leaf wax ofPortulaca oleracea

Photinia lucida

1 reference

A new long-chain alkene and antituberculosis constituents from the leaves of Pourthiaea lucida

Radermachera boniana

1 reference

Antituberculosis Cycloartane Triterpenoids from Radermachera boniana

Brucea javanica

1 reference

Separation and Determination of Chemical Constituents in the Roots ofRhus JavanicaL. Var.Roxburghiana

Sargentodoxa cuneata

1 reference

Chemical Constituents of the Stem of Sargentodoxa cuneata

Saussurea hieracioides

1 reference

Chemical constituents of Saussurea superba

Saussurea superba

1 reference

Chemical constituents of Saussurea superba

Blainvillea acmella

1 reference

Bioactive metabolites from Spilanthes acmella Murr.

Spilanthes acmella

1 reference

Bioactive metabolites from Spilanthes acmella Murr.

Tovomita excelsa

1 reference

Xanthones from Tovomita Excelsa

Xanthium sibiricum

1 reference

Chemical constituents from the roots of Xanthium sibiricum

Xanthium strumarium

1 reference

Chemical constituents from the roots of Xanthium sibiricum

Xylocarpus moluccensis

1 reference

Chemistry of Fijian Plants. XIV An Unsaturated Aryl Keto Acid from Xylocarpus moluccensis

Xylopia vielana

1 reference

Guaiane dimers from Xylopia vielana

Zanthoxylum dimorphophyllum

1 reference

Cytotoxic Constituents from the Stem Bark ofZanthoxylum Pistaciiflorum

Boronia koniambiensis

1 reference

Koniamborine, the first pyrano[3,2-b]indole alkaloid and other secondary metabolites from Boronella koniambiensis

Monteverdia guyanensis

1 reference

A sesquiterpene evoninoate alkaloid from Maytenus guianensis

Homalolepis cuneata

2 references

Prenylindole alkaloids from Raputia praetermissa (Rutaceae) and their chemosystematic significance

Isolation of secoisolariciresinol diesters from stems of Simaba cuneata

Cinnamomum kotoense

1 reference

Antitubercular constituents from the stem wood of Cinnamomum kotoense

Euphorbia portlandica

1 reference

Isoprenoid compounds from Euphorbia portlandica. X-ray structure of lupeportlandol, a new lupane triterpene

Wikstroemia lanceolata

1 reference

New lignans and cytotoxic constituents from Wikstroemia lanceolata

Zanthoxylum wutaiense

1 reference

Constituents of the root wood of Zanthoxylum wutaiense with antitubercular activity

Trichilia hirta

1 reference

Limonoids from Trichilia hirta

Neolitsea sericea

1 reference

Sericeol, a cycloartane triterpene from Neolitsea sericea

Juniperus formosana

1 reference

Dehydroabietane diterpenes from Juniperus formosana hay. var. concolor hay

Zanthoxylum simulans

1 reference

Pyranoquinoline alkaloids from Zanthoxylum simulans

Melaleuca leucadendra

1 reference

New Triterpenes from the Heartwood ofMelaleuca leucadendronL.

Aleurites moluccanus

1 reference

A new phorbol diester from Aleurites moluccana

Piper sintenense

1 reference

Cytotoxic amides from Piper sintenense.

Casearia membranacea

1 reference

A cytotoxic butenolide, two new dolabellane diterpenoids, a chroman and a benzoquinol derivative formosan Casearia membranacea

Glyptopetalum sclerocarpum

1 reference

Constituents of the pericarp of Glyptopetalum sclerocarpum

Mandevilla martiana

1 reference

Proposed active constituents of Dipladenia martiana

Nectandra puberula

1 reference

Neolignans from Nectandra puberula

Nectandra turbacensis

1 reference

Lignans from Nectandra turbacensis

Chamaecyparis formosensis

1 reference

New Terpenoids from Chamaecyparis formosensis (Cupressaceae) Leaves with Modulatory Activity on Matrix Metalloproteases 2 and 9.

Schnella guianensis

1 reference

Flavonoid and other constituents of Bauhinia manca

Pourthiaea arguta

1 reference

A new long-chain alkene and antituberculosis constituents from the leaves of Pourthiaea lucida

Pontederia africana

1 reference

One Alkenylphenol and Steroids from the Aquatic Plant Monochoria Vaginalis

Tovomita choisyana

1 reference

Xanthones from Tovomita Excelsa

Herbertus aduncus

1 reference

Herbertane sesquiterpenoids from the liverworts Herbertus aduncus and H. borealis

Engelhardia roxburghiana

1 reference

Secondary metabolites from the roots of Engelhardia roxburghiana and their antitubercular activities

Cannabis sativa

1 reference

Constituents of Cannabis sativa L. XVII. A review of the natural constituents

Senna multijuga

1 reference

Constituents of Cassia laevigata

Alsophila gigantea

1 reference

Studies on a Fern, Cyathea gigantea

Houttuynia cordata

1 reference

Constituents ofHouttuyniae Cordataand the Crystal Structure of Vomifoliol

Capsella bursa-pastoris

1 reference

Chemical composition and biological screening of Capsella bursa-pastoris

Salvia × sylvestris

1 reference

Terpenoids from Salvia nemorosa

Platycladus orientalis

1 reference

Diterpene production by callus of some plants belonging to cupressaceae.

Pellia neesiana

1 reference

Terpenoid constituents of Pellia epiphylla

Identifiers

InChI

InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h18-21,24-27H,7-17H2,1-6H3/t20-,21-,24+,25-,26+,27+,28+,29-/m1/s1

1 reference

Stigmast-4-en-3-one (English)

7 October 2016

2 references

Stigmast-4-en-3-one (English)

7 October 2016

ChEBI release 2020-09-01

CAS Registry Number

1058-61-3

1 reference

Chemical Abstracts Service

25 January 2022

1 reference

Sitostenone (English)

7 October 2016

2 references

Stigmast-4-en-3-one (English)

7 October 2016

ChEBI ID

68105

mapping relation type

2 references

beta-sitostenone (English)

7 October 2016

International Chemical Identifier

InChI

InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h18-21,24-27H,7-17H2,1-6H3/t20-,21-,24+,25-,26+,27+,28+,29-/m1/s1

1 reference

CHEMBL66926 (English)

7 October 2016

2 references

inferred from InChIKey

1 reference

1 reference